Murph gets Oscar to agree to participate in a regular TV segment where he competes with a penguin at the zoo to predict the winners of hockey games. Also, Emily and Felix take their first steps to becoming 'just friends.'
Felix meets a fun-loving woman, Natasha, in a bar and takes her home for what is meant to be a one-night stand, and Oscar takes things to the next level with Charlotte.
To avoid a night of boredom, Oscar suggests that Charlotte take Felix out on their artsy cultural dates in his place. Also, Emily enlists Dani, Teddy and Murph's help when she has to produce 100 necklaces for an event.
Felix goes into a frenzy when the responsibility of hosting the Unger family Christmas falls onto his plate after his perfectionist mother bows out. Meanwhile, Oscar tries to convince his roomie's mom to give her son a break.
Oscar and Felix seek the advice of a counselor in their apartment building to help overcome their issues. Also, Oscar's opinions on relationships, combined with Felix's meddling, complicates matters for all of their friends.
Oscar tries to outsmart his nemesis, Rich Eisen, after he is forced to present him with a humanitarian award. Also, Felix experiences a range of emotions when he sees Emily at a restaurant.
Dani's excitement at being promoted is cut short when Oscar tasks her with the daunting job of hiring her own replacement. Also, Felix tries to plan the perfect surprise after Emily admits she misses England.
Oscar reconnects with many significant people from his father's life when he agrees to carry out Walter's last request to spread his ashes behind the candy factory he once owned.
Oscar sets out to prove to Charlotte how he's capable of being responsible when he volunteers to take her son Evan (Caleb Brown) trick-or-treating on Halloween, while Felix celebrates the holiday by leading the kids in their building on a haunted history tour.
Oscar rashly enlists Felix to help him save his favorite hangout, which is in financial trouble. But ends up regretting asking for that favor from his roommate when Felix tries to put his stamp on the restaurant.
In the third season opener, Oscar is forced to choose between his romantic plans with Charlotte and helping to save Felix's relationship as Emily decides to extend her stay in London and Felix starts to fall apart.